3,4-Dichlorophenylboronic acid

Base Information

• Chemical Name: 3,4-Dichlorophenylboronic acid
• CAS No.: 151169-75-4
• Molecular Formula: C6H5BCl2O2
• Molecular Weight: 190.821
• Hs Code.: 29163990
• European Community (EC) Number: 629-198-2
• DSSTox Substance ID: DTXSID10370221
• Nikkaji Number: J1.606.009G
• Wikidata: Q72467322
• ChEMBL ID: CHEMBL20776
• Mol file: 151169-75-4.mol

Synonyms:3,4-Dichlorophenylboronic acid;151169-75-4;(3,4-dichlorophenyl)boronic Acid;3,4-Dichlorobenzeneboronic Acid;3,4-Dichlorophenylboronicacid;3,4-Dichlorophenyl boronic acid;MFCD01074646;Boronic acid, (3,4-dichlorophenyl)-;CHEMBL20776;3,4-dichloro benzene boronic acid;BORONIC ACID, B-(3,4-DICHLOROPHENYL)-;SCHEMBL130450;3,4-dichloro-phenylboronic acid;3,4-dichlorophenyl-boronic acid;3,4 dichlorobenzene boronic acid;3,4-dichlorobenzene boronic acid;DTXSID10370221;2,3-dichloro phenyl boronic acid;3, 4-dichlorophenyl boronic acid;3,4-dichloro-phenyl boronic acid;3,4-dichloro-phenyl-boronic acid;JKIGHOARKAIPJI-UHFFFAOYSA-N;(3,4-dichloro-phenyl)boronic acid;(3,4-dichlorophenyl) boronic acid;STR07093;BDBM50282567;AKOS004116173;AB08089;AC-5380;CS-W009090;NCGC00249490-01;SY019951;AM20060229;D3783;FT-0614228;FT-0686399;EN300-49160;A809129;J-506919;J-511145;Z336080010

Chemical Property of 3,4-Dichlorophenylboronic acid

Chemical Property:

• Appearance/Colour: white to off-white powder
• Melting Point: 280-285 ºC
• Boiling Point: 339.2 ºC at 760 mmHg
• PKA: 7.37±0.10(Predicted)
• Flash Point: 159 ºC
• PSA: 40.46000
• Density: 1.47 g/cm³
• LogP: 0.67320
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Acetone (Slightly), Chloroform (Very Slightly, Heated, Sonicated)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.9759650
• Heavy Atom Count: 11
• Complexity: 134

Purity/Quality:

99% ^*data from raw suppliers

3,4-Dichlorophenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,F
• Hazard Codes: Xi,F
• Statements: 36/37/38-19-11
• Safety Statements: 26-36-37/39-33-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)Cl)Cl)(O)O
• Uses: suzuki reaction 3,4-Dichlorophenylboronic Acid is a reactant used in the synthesis of 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides as hTRPV1 antagonists.

Technology Process of 3,4-Dichlorophenylboronic acid

There total 5 articles about 3,4-Dichlorophenylboronic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

methanol (67-56-1) + diisopropylamine borane (55124-35-1) + 4-bromo-1,2-dichlorobenzene (18282-59-2) → 3,4-dichlophenylboronic acid (151169-75-4)

Guidance literature:

diisopropylamine borane; With magnesium; phenylmagnesium bromide; In tetrahydrofuran; at 20 ℃; for 0.166667h;

4-bromo-1,2-dichlorobenzene; In tetrahydrofuran; at 70 ℃;

methanol; Further stages;

DOI:10.1016/j.tet.2018.11.036

Reference yield: 70.0%

4-bromo-1,2-dichlorobenzene (18282-59-2) + boron tribromide (10294-33-4) → 3,4-dichlophenylboronic acid (151169-75-4)

Guidance literature:

4-bromo-1,2-dichlorobenzene; With magnesium; In tetrahydrofuran; at 20 - 50 ℃;

boron tribromide; In tetrahydrofuran; at -10 - 20 ℃;

With sulfuric acid; In tetrahydrofuran; at -10 - 20 ℃;

Reference yield:

4-bromo-1,2-dichlorobenzene (18282-59-2) → 3,4-dichlophenylboronic acid (151169-75-4)

Guidance literature:

4-bromo-1,2-dichlorobenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

With Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1002/chem.200901262

upstream raw materials:

4-bromo-1,2-dichlorobenzene

boron tribromide

methanol

diisopropylamine borane

Downstream raw materials:

1-[2-(3,4-dichlorophenyl)cyclopenten-1-yl]-4-(methylsulfonyl)benzene

4′-hydroxy-3,4-dichlorobiphenyl

3,4-Dichlor-4'-methyl-benzophenon

2,3,6,7,10,11-hexabutoxy-1,4,8-tris(3,4-dichlorophenyl)triphenylene

Refernces

• 1、 Marciasini, Ludovic D.,Richard, Jimmy,Cacciuttolo, Bastien,Sartori, Guillaume,Birepinte, Melodie,Chabaud, Laurent,Pinet, Sandra,Pucheault, Mathieu. "Magnesium promoted autocatalytic dehydrogenation of amine borane complexes: A reliable, non-cryogenic, scalable access to boronic acids". . p. 164 - 171. Retrieved 2018/12/05.
• 2、 Yoo, Kihyun,Kim, Hyohyun,Yun, Jaesook. "Asymmetrie synthesis of 1,1-diarylalkyl units by a copper hydride catalyzed reduction: Differentiation between two Similar aryl substituents". scheme or table. p. 11134 - 11138. Retrieved 2010/04/25.